687-64-9

Usage

Definition

ChEBI: The L-lysyl ester formed by conjugating L-lysine with methanol.

InChI:InChI=1/C7H16N2O2/c1-11-7(10)6(9)4-2-3-5-8/h6H,2-5,8-9H2,1H3

Upstream product

• 67-56-1 methanol 
• 617-68-5 Lysin-dihydrochlorid 
• 70-54-2 2,6-diaminocaproic acid 
• 56-87-1 L-lysine 
• 77-76-9 2,2-dimethoxy-propane 
• 4117-33-3 L-Lysine ethyl ester 
• 657-27-2 L-Lysine hydrochloride 
• 71989-26-9 Fmoc-Lys(tert-butoxycarbonyl) 
• 172846-56-9 methyl N²-(((9H-fluoren-9-yl)methoxy)carbonyl)-N⁶-(tert-butoxycarbonyl)-L-lysinate 
• 3017-32-1 (S)-methyl 2-amino-6-(tert-butoxycarbonylamino)hexanoate 
• 2483-48-9 (+)-(S)-N₂,N₆-bis[(1,1-dimethylethoxy)carbonyl]-lysine methyl ester 
• 13515-95-2 lysine methyl ester dihydrochloride 
• 55757-60-3 N-α-(tert-butoxycarbonyl)-L-lysine methyl ester 
• 923-27-3 D-lysine 

Downstream Products

• 145401-88-3 N^α,N^ε-bis<(R)-α-methylbenzylcarbamoyl>-DL-lysine methyl ester 
• 103954-34-3 (2S,1'R)-N⁶-<1-(Ethoxycarbonyl)ethyl>lysin-methylester 
• 103954-34-3 (2R,1'R)-N⁶-<1-(Ethoxycarbonyl)ethyl>lysin-methylester 
• 651778-33-5 2,6-bis-(2,6-bis-benzoylamino-hexanoylamino)-hexanoic acid methyl ester 
• 1478-74-6 N,N'-di(trifluoroacetyl)-L-lysine methyl ester 
• 17045-07-7 (S)-2,6-bis-(2,4-dinitro-anilino)-hexanol 
• 25125-92-2 L-Lysin-hydroxamsaeure 
• 4117-33-3 L-Lysine ethyl ester 
• 103954-36-5 (2S,1'S)-N⁶-<1-(Ethoxycarbonyl)ethyl>lysin-methylester 
• 35677-83-9 methyl (S)-pipecolinate 
• 2483-48-9 (+)-(S)-N₂,N₆-bis[(1,1-dimethylethoxy)carbonyl]-lysine methyl ester 
• 335265-92-4 4,14-dibenzyl-2,5,13,16-tetraoxo-3,6,12,15,21-pentaazabicyclo[15,3,1]heneicosa-1⁽²¹⁾,17⁽¹⁸⁾,19-triene-11-carboxylic acid methyl ester 
• 651778-37-9 (S)-2,6-Bis-(2,6-bis-benzoylamino-hexanoylamino)-hexanoic acid methyl ester 
• 521334-60-1 (S)-6-Amino-2-{6-[3-(2-phenylethynyl-cyclohex-1-enylethynyl)-phenyl]-hexanoylamino}-hexanoic acid 

Relevant academic research and scientific papers

Synthesis of peptide dendrimers with polyhedral oligomeric silsesquioxane cores via click chemistry

Inorganic polyhedral oligomeric silsesquioxane (POSS) was used as the core for the synthesis of poly(l-lysine) peptide dendrimer via copper-catalyzed azide-alkyne click chemistry. The inorganic/organic composite dendrimer was characterized by MS, 1/

Anti-proliferative scar external pharmaceutical preparation

The invention discloses an anti-proliferative scar external pharmaceutical preparation, which comprises a drug, a drug carrier and an auxiliary material, the drug carrier is a virus rupture-imitating phospholipid, and the hydrophilic head of the phospholipid is connected with different generation numbers of polyarginine dendritic polypeptide molecules through amido bonds or ester bonds. Drug-loaded deformable liposome prepared from the drug carrier has a rich guanidyl structure, is easy to penetrate through skin epidermis to be taken by cells, and has a strong function of destroying cell membranes. Finally, the drug carrier is wrapped in the gel to form an in-situ delivery system, and a multi-effect integrated external preparation which has continuous drug delivery capacity and superstrong scar tissue infiltration capacity and is capable of destroying scar fibroblasts and eliminating hyperplastic tissues is formed.

Preparation method of amino-acid ester

The invention relates to a preparation method of amino-acid ester, and belongs to the field of synthesis of organic compounds. The preparation method of the amino-acid ester comprises the following steps: taking sulfur trioxide as a catalyst and a water-binding agent, catalyzing amino acid and alcohol to react so as to prepare sulfate of the amino-acid ester, then concentrating a reaction system to remove a reaction solvent and then adding water for dissolving, and neutralizing ammonia water to prepare the amino-acid ester. According to the technical scheme, the provided preparation method ofthe amino-acid ester has the advantages of mild reaction process, high yield, good purity, simplicity in operation and low cost. Concentrated condensate water of central mother liquor of the preparation method of the amino-acid ester can be directly subjected to biochemical treatment, solid by-products are high-purity ammonium sulfate, and can serve as chemical fertilizers, a reaction process is green and pollution-free, and thus, environmental protection is facilitated.

Preparation and application of guaifenazulene aldole dicondensate (by machine translation)

The invention belongs to the field, and particularly relates to chemical preparation and application. When the problem group is subjected to chemical synthesis research on the skeleton by guaiguazulene and piperidine acid as raw materials, the derivative trans - 1, 2 - (1, 4 - diazulyl) ethene ene derivative of guaiabazulene is found. H1N1 Influenza virus testing, indicating that the compound is level, 25 mm in vitro antiviral activity superior to that of positive drug ribavirin. In vivo activity tests prove, the compound not only can inhibit the pneumonia symptoms, but also can reduce the titer, and the survival rate. , The survival rate, 5 mg/kg/day the lung virus titer . of virus-infected mice can be remarkably improved when stomach tube-like dosages are used for gastric lavage. In general, the activity of the compound is comparable, and the activity of the compound is comparable to that of oseltamivir. The utility model can be used for preparing antiviral drugs. The invention opens up a new way for deep research and development of new antiviral drugs, which is a new approach. (by machine translation)

Method for preparing amino-acid ester

The invention relates to a method for preparing an amino-acid ester and belongs to the field of organic compound synthesis. The method comprises the following steps: by taking sulfur trioxide as a catalyst and a water bounding agent, catalyzing amino acid to react with an alcohol so as to prepare sulfate of the amino-acid ester, concentrating the reaction system, removing a reaction solvent, dissolving with water, and further neutralizing with ammonia water, thereby obtaining the amino-acid ester. The method for preparing the amino-acid ester, which is provided by the technical scheme of the invention, has the advantages of being gentle in reaction process, high in yield, high in purity, simple to operate and low in cost. By adopting the method for preparing the amino-acid ester, centrifugal mother liquid condensed water can be subjected to biochemical treatment directly, a solid byproduct of high-purity ammonium sulfate can be generated, the byproduct can be used as a chemical fertilizer, the reaction process is green and pollution-free, and the environment can be protected.

Metalloporphyrin dimers bridged by a peptoid helix: Host-guest interaction and chiral recognition

Co-facial porphyrins have been designed to construct porphyrin tweezers with versatile molecular recognition capabilities. In this study, we synthesized metalloporphyrin-peptoid conjugates (MPPCs) displaying two metalloporphyrins on a peptoid scaffold with either achiral unfolded (1) or helical (2 and 3) secondary structures. Host-guest complexation of MPPCs was realized with various guests of different lengths and basicities, and the extent of complexation was measured by UV-vis and circular dichroism (CD) spectroscopic titration. Intermolecular and intramolecular chirality induction were observed on achiral and chiral peptoid backbones, respectively. Spectroscopic data indicated that a broad scope of achiral guests can be recognized by chiral 2; in particular, longer and more flexible guests were seen to bind more tightly on 2. In addition, chiral 2 provided a distinct CD couplet with DL-, D-, or L-Lys-OMe, which was a result of the diastereomeric host-guest complex formation. Our results indicated that MPPCs can recognize, contrast, and analyze various achiral, chiral, or racemic molecules. Based on co-facial metalloporphyrins present on peptoid scaffolds, we developed a novel class of porphyrin tweezers, which can be further utilized in asymmetric catalysis, molecular sensing, and drug delivery.

Unveiling and tackling guanidinium peptide coupling reagent side reactions towards the development of peptide-drug conjugates

Peptide coupling reagents and especially uronium/guanidinium salts have been extensively utilized in solid-phase peptide synthesis. However, the impact of these reagents in solution phase synthesis, normally used in the formation of peptide-drug conjugates (PDCs), has not been fully explored. Herein, we identified that when guanidinium salts are used in classical peptide coupling conditions, besides leading to the formation of amide bonds, a uronium derivative can also be installed on specific amino acid scaffolds. The formation of this side product depends on the reaction conditions, as also on the nucleophilicity of the susceptible groups. Conditions to avoid this side product formation and a putative reaction mechanism describing its formation are reported.

End-Site-Specific Conjugation of Enoxaparin and Tetradeoxycholic Acid Using Nonenzymatic Glycosylation for Oral Delivery

Heparin and low molecular weight heparins (LMWHs) have been the drug of choice for the treatment or the prevention of thromboembolic disease. Different methods are employed to prepare the LMWHs that are clinically approved for the market currently. In particular, enoxaparin, which has a reducing sugar moiety at the end-site of polysaccharide, is prepared by alkaline depolymerization. Focusing on this end-site-specific activity of LMWHs, we conjugated the tetraoligomer of deoxycholic acid (TetraDOCA; TD) at the end-site of enoxaparin via nonenzymatic glycosylation reaction. The end-site-specific conjugation is important for polysaccharide drug development because of the heterogeneity of polysaccharides. This study also showed that orally active enoxaparin and tetraDOCA conjugate (EnoxaTD) had therapeutic effect on deep vein thrombosis (DVT) without bleeding in animal models. Considering the importance of end-specific conjugation, these results suggest that EnoxaTD could be a drug candidate for oral heparin development.

Synthesis and properties of bis-porphyrin molecular tweezers: Effects of spacer flexibility on binding and supramolecular chirogenesis

Ditopic binding of various dinitrogen compounds to three bisporphyrin molecular tweezers with spacers of varying conformational rigidity, incorporating the planar enediyne (1), the helical stiff stilbene (2), or the semi-rigid glycoluril motif fused to the porphyrins (3), are compared. Binding constants Ka = 104-106 M-1 reveal subtle differences between these tweezers, that are discussed in terms of porphyrin dislocation modes. Exciton coupled circular dichroism (ECCD) of complexes with chiral dinitrogen guests provides experimental evidence for the conformational properties of the tweezers. The results are further supported and rationalized by conformational analysis.

In situ deprotection and incorporation of unnatural amino acids during cell-free protein synthesis

The S30 extract from E. coli BL21 Star (DE3) used for cell-free protein synthesis removes a wide range of α-amino acid protecting groups by cleaving α-carboxyl hydrazides; methyl, benzyl, tert-butyl, and adamantyl esters; tert-butyl and adamantyl carboxamides; α-amino form-, acet-, trifluoroacet-, and benzamides and sidechain hydrazides and esters. The free amino acids are produced and incorporated into a protein under standard conditions. This approach allows the deprotection of amino acids to be carried out in situ to avoid separate processing steps. The advantages of this approach are demonstrated by the efficient incorporation of the chemically intractable (S)-4-fluoroleucine, (S)-4,5- dehydroleucine, and (2S,3R)-4-chlorovaline into a protein through the direct use of their respective precursors, namely, (S)-4-fluoroleucine hydrazide, (S)-4,5-dehydroleucine hydrazide, and (2S,3R)-4-chlorovaline methyl ester. These results also show that the fluoroand dehydroleucine and the chlorovaline are incorporated into a protein by the normal biosynthetic machinery as substitutes for leucine and isoleucine, respectively. Copyright